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Quadruple helicene radical molecules with thermally induced hysteresis loops and their preparation methods and applications

A quadruple helicene and hysteresis loop technology, applied in the generation of organic free radicals, the preparation of organic compounds, organic chemical methods, etc., can solve the problems of insensitivity to environmental changes, instability of organic π free radical molecules, etc. , to achieve the effect of improving sensitivity, improving stability, and optimizing application prospects

Active Publication Date: 2021-12-10
HUNAN UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In order to solve the technical shortcomings of existing organic π radical molecules such as instability and insensitivity to environmental changes, the present invention provides a quadruple helicene radical molecule with thermally responsive dynamic behavior, aiming at constructing new multifunctional molecules Material

Method used

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  • Quadruple helicene radical molecules with thermally induced hysteresis loops and their preparation methods and applications
  • Quadruple helicene radical molecules with thermally induced hysteresis loops and their preparation methods and applications
  • Quadruple helicene radical molecules with thermally induced hysteresis loops and their preparation methods and applications

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Experimental program
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Embodiment 1

[0060] The synthetic route is shown in Equation 1:

[0061]

[0062] The specific steps are:

[0063] (1) Dissolve 1 (1g, 1.2mmol) in anhydrous 150mL THF under the protection of argon, and add 2-formylphenylboronic acid, Pd(PPh 3 ) 4 (28mg, 0.024mmol) and K 2 CO 3 Aqueous solution (2M, 25mL), the mixture was heated to 80°C and stirred. After the reaction was completed, it was extracted with 100 mL of DCM and 15 mL of water, the organic phase was washed with saturated brine, the solvent was removed by a rotary evaporator, and the crude product was purified by column chromatography on silica gel to obtain 2.

[0064] (2) Dissolve 2 (200mg, 0.2mmol) in anhydrous 80mL THF under the protection of argon, and add (3,5-bis(trifluoromethyl)phenyl)magnesium bromide in THF (1M , 2.5mL), and stirred at room temperature. After the reaction was complete, add water to quench the reaction, extract with 50 mL DCM, anhydrous MgSO 4 Dry and remove solvent by rotary evaporator. The cru...

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Abstract

The invention belongs to the field of organic magnetic materials, and specifically discloses a quadruple helicene free radical molecule characterized by thermally induced magnetic hysteresis loops of conjugated free radicals. The invention also discloses the preparation method of the quadruple helicene free radical, the thermally induced magnetic switching mechanism and the characteristics of the magnetic switching material. The invention constructs helicene multi-radical molecules, and the temperature can regulate the electronic structure of the free radical molecules and the magnetic exchange effect of spin electrons at the molecular level, so that it can show the change of material magnetism under macroscopic conditions. It can be applied to organic magnetic function conversion materials and organic spintronic devices.

Description

technical field [0001] The invention relates to the field of organic molecular materials, in particular to magnetic functional molecular materials. Background technique [0002] Organic magnetic materials have the advantages of electrical conductivity, light weight, good light transmission, excellent solubility, strong plasticity, and easy composite processing and molding, and have potential application value in the field of functional materials. However, organic magnetic materials are usually divided into paramagnetic materials, antiferromagnetic materials, ferromagnetic materials, etc. Among them, ferromagnetic materials are considered as functional materials with great epoch-making significance. For organic spin valves, giant magnetoresistance devices, quantum Spin devices such as calculators play a key role. Among them, the hysteresis loop property is the characteristic property of ferromagnetic materials. The magnetism of matter originates from the spin magnetic momen...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C43/225C07C41/30C07C41/18C07C45/68C07C47/575C07B60/00H01F1/42
CPCC07C43/225C07C41/30C07C41/18C07C45/68C07B61/02H01F1/42C07B2200/03C07C2603/54C07C47/575
Inventor 曾泽兵李直彧吕瑞之郭靖谢胜王燕培李波刘红玉杨晨馨
Owner HUNAN UNIV
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